The core difference
| Factor | Bareboat | Crewed |
|---|---|---|
| Who sails | You (with licence/experience) | Professional captain |
| Cost (typical 50 ft) | $15,000–25,000/wk | +$8,000–10,000/wk |
| Experience needed | Yes (ICC / equivalent) | None |
| Privacy | Full | Shared with crew |
| Local knowledge | Your research | Built-in |
| Best for | Experienced sailors, budget | Families, non-sailors, celebrations |
Choose bareboat if…
- You have (or can get) an ICC or equivalent and some charter experience.
- You genuinely enjoy sailing and want hands-on control.
- You want full privacy and flexibility on where to go each day.
- Budget matters — bareboat saves you $8,000–10,000/week.
Choose crewed if…
- Anyone in your group is new to sailing — everyone relaxes, nobody worries.
- You want a chef-level hostess and a captain who knows the secret anchorages.
- It's a special occasion (honeymoon, anniversary, milestone birthday).
- You'd rather spend your vacation time on the boat, not the navigation.
Our specialist take
After 30+ years of arranging charters, our rule of thumb is simple: if there's any doubt about the sailing ability or enthusiasm of your crew, go crewed. The premium buys a stress-free holiday for everyone — and a captain who knows exactly when to leave the mooring to beat the crowds. If you're all experienced and love the sailing itself, bareboat in the BVI or the Greek Ionian is hard to beat.